Diisobutylaluminum hydride → HCID 53701609, 화합물

HRID 1084688노트

반응식

CO[C:3](=O)[C@H:4]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].CC(C[AlH]CC(C)C)C.[CH3:33][O:34][C:35]([CH2:37]P(OC)(OC)=O)=[O:36]>>[CH2:9]([O:8][C:6]([NH:5][CH:4]([CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[CH:3]=[CH:37][C:35]([O:34][CH3:33])=[O:36])=[O:7])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

참가 물질

반응물 3

HCID 14487Diisobutylaluminum hydride

HCID 80029Trimethyl phosphonoacetate

HCID 3082435N-benzyloxycarbonylphenylalanine methyl ester

생성물 1

HCID 53701609HCID 53701609, 화합물

실험 절차

N-Benzyloxycarbonyl phenylalanine methyl ester is reduced with DIBAL to the aldehyde using the procedure of Boger et al., J. Med. Chem. (1985) 28, 1779, which is homologated with the sodio derivative of trimethyl phosphonoacetate using the procedure of Wadsworth and Emmons, Org. Synth. (1965) 45, 44 to give methyl 4-(benzyloxycarbonyl)amino-5-phenyl-2-pentenoate.

출처 및 근거

ORD 기록: ord-05bfd4e82e6a4f3381cee4991b4f908e
출처 데이터셋: uspto-grants-1991_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05006511

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